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CS-W001157 4
Total: USD 88.00

6-Oxopiperidine-3-carboxylic acid

  • CAS No. 22540-50-7

  • Cat. No. CS-0050149
  • Purity≥97%
  • MDL No.MFCD08059985

*For research and further manufacturing use only, not for direct human use.

6-Oxopiperidine-3-carboxylic acid|CS-0050149

Structure of 22540-50-7

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General Information

  • CAS No. 22540-50-7
  • Cat. No. CS-0050149
  • Purity ≥97%
  • MDL No. MFCD08059985
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉NO₃
  • Molecular Weight 143.14
  • Synonym(s) None
  • SMILES OC(=O)C1CCC(=O)NC1

Description

6-Oxopiperidine-3-carboxylic acid features a rigid, electron-deficient piperidine core with a strategically positioned carbonyl and carboxylic acid group. This combination enables direct integration into peptide backbones and heterocyclic scaffolds, offering enhanced solubility and conformational control in medicinal chemistry applications.

Application

6-Oxopiperidine-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of saturated heterocycles and peptidomimetics. Its functional group combination—ketone at C6 and carboxylic acid at C3—facilitates diverse transformations including reductive amination, amide coupling, and ring expansion. The molecule exhibits good bench stability and compatibility with standard protecting group strategies, supporting efficient incorporation into complex scaffolds relevant to drug discovery.

Synthesis

  • Route1
    • 6-Hydroxynicotinic acid Avatrombopag Impurity|CS-0377520
      5006-66-6
    • ~%
    • In-stock
      6-Oxopiperidine-3-carboxylic acid|CS-0050149
      22540-50-7

    References

    • US5159079 A1, ;
  • Route2
    • null|null
      71381-75-4
    • ~%
    • In-stock
      6-Oxopiperidine-3-carboxylic acid|CS-0050149
      22540-50-7

    References

    • WO2011/146354 A1, ; Page/Page column 65 ;
  • Route3
    • null|null
      1356405-59-8
    • ~%
    • In-stock
      6-Oxopiperidine-3-carboxylic acid|CS-0050149
      22540-50-7

    References

    • JAPAN TOBACCO INC.; MIURA, Tomoya; OGOSHI, Yosuke; UEYAMA, Kazuhito; MOTODA, Dai; IWAYAMA, Toshihiko; SUZAWA, Koichi; NAGAMORI, Hironobu; UENO, Hiroshi; TAKAHASHI, Akihiko; SUGIMOTO, Kazuyuki Patent: US2013/85132 A1, 2013 ; Location in patent: Paragraph 0754; 0771; 0772; 0773 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   66.4
  • LogP   -0.4028
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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